Beautiful 3 bedroom, 2 bathroom canalfront home on Cudjoe Key
The Space:
Welcome to your perfect waterfront retreat on Cudjoe Key! This like-new 3 bedroom/2 bathroom monthly rental is situated on a boating canal with a short run to open water, offering you a slice of paradise with endless opportunities for relaxation and adventure.
As you step into the spacious living area, you'll immediately feel at home with a huge leather reclining sectional. The well-stocked kitchen and dining area, with seating for 4 at the table and 4 at the breakfast bar, make mealtime a breeze.
The three large bedrooms provide comfort and privacy in the following setup:
- King bed in the primary, with en-suite bath with soaking tub, separate shower and walk-in closet.
- Queen bed in the 2nd bedroom (shared full bath off hallway)
- 2 twin beds in the 3rd bedroom (shared full bath off hallway)
Step outside onto the covered porch to soak in the tropical atmosphere. Stay connected with high-speed Internet and WiFi. Bring your own streaming services or enjoy the offerings on the flat-screen smart TVs in the living area and each bedroom.
A ride down the canal from the concrete dock takes you to Cudjoe Bay and a 20-minute run to the reef, or take a short journey through Bow or Kemp channels, which open up the backcountry for your exploration. Cook your catch on the gas grill and dine al fresco in the shade. The boat lift (not pictured) and downstairs storage are for owner use only. There's room for a 25-foot boat at the dock.
Whether you're an angler or just looking for a serene waterfront escape, this monthly rental on Cudjoe Key is your gateway to the ultimate Florida Keys experience. Book now and create lasting memories in this waterfront paradise!
Cudjoe Key is a laid-back island just 22 miles away from the excitement of downtown Key West. Some of the best restaurants in the Lower Keys are found here, including the famous Square Grouper and island steakhouse Broil. There are public and private boat ramps nearby. A large grocery store is just a few miles away.
Please note: The primary guest must sign a rental agreement regardless of booking platform. This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 6 people, and all guests need to be registered with the property manager. No smoking. One small dog permitted with $250 pet fee and manager approval. There's a cap on electric ($250) and water/sewer ($150).
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Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Summerland Key
Located on the waterfront, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.
National Key Deer Refuge Visitor Center - 18 min drive - 19.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 34 min drive
Restaurants
Boondock's Grille & Drafthouse - 11 min drive
Morning Joint - 4 min drive
Kiki's Sandbar - 13 min drive
Mangrove Mama's - 9 min drive
Square Grouper Bar and Grill - 5 min drive
Frequently asked questions
Is Sailfish Retreat | Cudjoe Key canalfront getaway pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Sailfish Retreat | Cudjoe Key canalfront getaway?
As of 13 Apr 2026, prices found for a 1-night stay for 2 adults at Sailfish Retreat | Cudjoe Key canalfront getaway on 18 Nov 2026 start from AU$412, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Sailfish Retreat | Cudjoe Key canalfront getaway?
Check-in begins at 4:00 PM.
What time is check-out at Sailfish Retreat | Cudjoe Key canalfront getaway?
Checkout is at 10:00 AM.
Where is Sailfish Retreat | Cudjoe Key canalfront getaway located?
Located in Cutthroat Harbor Estates, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
House was clean and in great shape when we arrived. Great access to Cudjoe Bay, lots of fish in the canal and around the boat docks in the bay. Convenient location between Key West and Marathon.
bware2124 w.
Stayed 28 nights in Feb 2025
About the host
Hosted by Karen Quist, BHHS Keys Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests